Magnesium monoxide → 3-Benzylpyridazine

HRID 1833842Notes

Reaction equation

HRID 1833842 reaction equation
Cl[CH:2]([C:9]1[N:10]=[N:11][CH:12]=[CH:13][CH:14]=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[H][H].[O-2].[Mg+2]>C(O)C.[Pd]>[CH2:2]([C:9]1[N:10]=[N:11][CH:12]=[CH:13][CH:14]=1)[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

6

Reactant 3

HCID 6850729Magnesium monoxideHCID 15684248HCID 15684248, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 5981493-BenzylpyridazineYield 93.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of (±) 3-α-chlorobenzylpyridazine (2.05 g.) in ethanol (50 ml.) was treated with hydrogen, in the presence of magnesium oxide (0.4 g.) and palladium on charcoal (5% Pd; 0.2 g.), for 1 hour at ambient temperature and normal atmospheric pressure. The solution was then filtered and the filtrate was evaporated to dryness. The residue was dissolved in hot chloroform (100 ml.), cooled, washed with water (50 ml.), dried over magnesium sulphate and evaporated to give 3-benzylpyridazine (1.6 g.), m.p. 61°-64° C., in the form of a light brown coloured solid.

Workup

  1. filtrationThe solution was then filtered
  2. customthe filtrate was evaporated to dryness
  3. dissolutionThe residue was dissolved in hot chloroform (100 ml.)
  4. temperaturecooled
  5. washwashed with water (50 ml.)
  6. dry with materialdried over magnesium sulphate
  7. customevaporated

Sources & evidence

ORD record
ord-ab703a07c09346e8ab24ce79bed21700
Source dataset
uspto-grants-1978_01
Patent number
US04067723

Reaction notes

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